Nestled between the “fantastically festive” days at the end of October and the holiday bustle of December is the balanced and rather unassuming month of November. Whether you’re looking to waste it away in Margaritaville or rustle up some waves with the Superboats, you can find a variety of events for all personality types during this awesome autumn month in Key West.

The Annual Parrot Heads Meeting of the Minds

October 31

Join fellow Parrot Heads in Key West for five days of entertainment and charitable fun. Sing along to live performances by a variety of artists, give back to the community at the blood drive buses and lace up your shoes for the Zonta Walk/Run. The Casa Marina plays host to these live music sessions and parties and comes complete with gorgeous ocean views. Get out on the water with Fury’s special Parrot Head Commotion on the Ocean Sunset Sail; dance to the beat of live music, sip a margarita and take in the sunset.

Speedboats racing through the ocean

Powerboat Races: Join the Fury Watch Party!

November 6, 8 & 10

Get ready for a high speed, adrenalinepumping event on the waters of Key West. Race World Offshore Annual Key West World Championships is returning for another round of competition. See the race boats on display at the Truman Waterfront, watch the Boat Parade travel down Duval Street and cheer as these powerful vessels race for the win. Get up close to the action aboard Fury’s Official Turn Boat Experience.

Get Cultured at the Key West Film Festival

November 20-24

Dim the lights and butter the popcorn. It’s time for the Key West Film Festival. Join filmmakers and film enthusiasts for more than 30 film screenings across the island. Scenic venues include historic theaters, beach shorelines and more. There will also be nightly receptions held at popular Key West venues, engaging panel discussions and movie selections by noteworthy film critics. Who knows, maybe you’ll catch the next summer blockbuster before it hits theaters.

Thanksgiving sailboat on the ocean

Create a New Family Tradition on the Water

Thanksgiving Day – November 28

Make the waters of Key West your dining room table and celebrate Thanksgiving aboard Fury’s special holiday-themed Ultimate Adventure trip. With so many options packed into one afternoon, every member of the family will be begging for seconds. Sail out to sea aboard a state-of-the-art catamaran, snorkel North America’s only living coral reef, parasail 300 feet above the water, take a thrilling banana boat ride, jet ski across the waves and bounce around on inflatable water toys. And for those who savor a homemade holiday meal, enjoy a plate with all the fixings, from roasted turkey and gravy to stuffing and sweet potato casserole. This is sure to be your new Thanksgiving family tradition!

Delicious dish from Fisherman's Cafe in Key West

Treat Your Taste Buds

Open everyday from 7 a.m. to 5 p.m.

Whether it’s the delicious taste of Cuban Cheese Toast, a bowl of conch salad or locals favorite Lobster Enchilau Tacos, Fisherman’s Cafe is serving it up with authenticity and locally sourced ingredients. Located near the Historic Seaport, this counter-service eatery is a local favorite open for breakfast, lunch and dinner. Stop by to experience the flavors of Old Key West and take in the views of this quaint area of Key West.

Ditch the Jacket for a Bathing Suit with these Jet Ski Trips

Offer valid through February 29, 2020

It may seem like winter is already here in other parts of the country, but that doesn’t mean you should pack away your beach gear. Revel in the warm breeze of paradise as you cruise around the island aboard a Jet Ski Tour. And for a limited time, purchase the Fury 360 package and experience the excitement of Key West. Included are a double rider Jet Ski Tour and your choice of one or two additional trips for two people. Trip selections include Glass Bottom Boat or Glass Bottom Boat Sunset Combo, Parasail, Morning Snorkel, Rum & Reggae Snorkel and Sunset Combo and Reef & Ritas Afternoon Snorkel. Pack the fun into one day or separate days to better fit your schedule. Either way, this will be the best holiday gift ever!

Old Town Trolley with holiday lights

Kick off the Holiday Season in Key West

Select dates throughout December

Ever seen a palm tree decorated with holiday lights? Celebrate this festive time of year with a tour as unique as Key West. Conch Tour Train and Old Town Trolley offer Holiday Lights Tours that guide you around Key West to see the island dressed to its best in lights and décor. Conch Tour Train’s version runs on select dates from December 9th through the 22nd and departs from Key West High School. Old Town Trolley’s runs on select dates at select times from December 6th through the 23rd and departs from Mallory Square. Each one-hour tour includes cider, cookies, special holiday lights glasses and views of the most elaborately decorated homes, buildings and neighborhoods. Even though these tours take place next month, you want to purchase tickets now. Space is limited and these special trolleys will fill up quick.

Last Updated 06/17/2020